Transesterification of dimethyl carbonate (DMC) with hydrogenated bisphenol A (HBPA) was studied over various organotin oxides under pressured condition without removal of by-producing methanol. Bu2SnO displayed higher activities in HBPA conversion and bis-methylcarbonate of hydrogenated bisphenol-A (BMHBPA) synthesis, and HBPA conversion and BMHBPA selectivity reached 97.4% and 84.0%. However, when Ph2SnO was used as catalyst, HBPA conversion and BMHBPA selectivity decreased to 81.5 and 37.7%. Catalyst steric hindrance significantly influenced HBPA conversion and BMHBPA formation, and π-d interaction between phenyl ring and Sn was unfavorable for the transesterification of HBPA with DMC. Moreover, the catalytic system was further optimized.